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(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

CAS No.
199174-24-8
Chemical Name:
(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
Synonyms
(S)-3-HydroxyMethyl-pyrrolidine-1-carboxylic;N-Boc-L-^b-Prolinol;N-Boc-L-beta-prolinol;N-Boc-L-^b-prolinol, 97+%;(S)-1-Boc-3-(hydroxyMethy...;(S)-1-Boc-3-pyrrolidinemethanol;(S)-N-BOC-PYRROLIDINE-3-METHANOL;(S)-1-Boc-3-hydroxymethylpyrrolidine;(S)-1-BO-C-3-hydroxymethylpyrolidine;1-Boc-3(S)-(HydroxyMethyl)Pyrrolidine
CBNumber:
CB2299789
Molecular Formula:
C10H19NO3
Molecular Weight:
201.26
MDL Number:
MFCD03094726
MOL File:
199174-24-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:50:37

(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester Properties

Boiling point 285-289℃
Density 1.084
storage temp. 2-8°C
form liquid
pka 14.93±0.10(Predicted)
color Brown
Water Solubility Slightly soluble in water.
InChI InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-5-4-8(6-11)7-12/h8,12H,4-7H2,1-3H3/t8-/m0/s1
InChIKey HKIGXXRMJFUUKV-QMMMGPOBSA-N
SMILES N1(C(OC(C)(C)C)=O)CC[C@H](CO)C1
CAS DataBase Reference 199174-24-8

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
HazardClass  IRRITANT
HS Code  2933998090
NFPA 704
1
2 0

(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester price More Price(67)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AstaTech 55692 (S)-1-BOC-3-HYDROXYMETHYL-PYRROLIDINE 97% 199174-24-8 1G $30 2026-04-30 Buy
AstaTech 55692 (S)-1-BOC-3-HYDROXYMETHYL-PYRROLIDINE 97% 199174-24-8 5G $100 2026-04-30 Buy
AstaTech 55692 (S)-1-BOC-3-HYDROXYMETHYL-PYRROLIDINE 97% 199174-24-8 25G $308 2026-04-30 Buy
Apolloscientific OR61431 (3S)-3-(Hydroxymethyl)pyrrolidine, N-BOC protected >96% 199174-24-8 1g $21 2026-06-04 Buy
Apolloscientific OR61431 (3S)-3-(Hydroxymethyl)pyrrolidine, N-BOC protected >96% 199174-24-8 5g $60 2026-06-04 Buy
Product number Packaging Price Buy
55692 1G $30 Buy
55692 5G $100 Buy
55692 25G $308 Buy
OR61431 1g $21 Buy
OR61431 5g $60 Buy

(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester Chemical Properties, Uses, Production

Uses

It is used as a pharmaceutical intermediate.

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

Pyrrolidine, 3-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-1-[(1R)-1-phenylethyl]-, (3S)-

1264942-79-1

(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

199174-24-8

The general procedure for the synthesis of (S)-1-BOC-3-hydroxymethylpyrrolidine from di-tert-butyl dicarbonate and compound (CAS:1264942-79-1) was as follows: 1. 1-[(1S)-1'-phenylethyl]pyrrolidine (8.81 g, 27.6 mmol) was dissolved in 1,2-dichloroethane (75 ml) at room temperature and 1-chloroethyl chloroformate (8.1 ml, 75 mmol) was added to this solution. 2. The resulting mixture was refluxed for 5 hours and then cooled to room temperature. 3. diisopropylethylamine (2.3 ml, 13 mmol) was added to the cooled brown solution and the mixture was refluxed again for 3 hours. 4. After completion of the reaction, the mixture was concentrated and the residue was diluted with ethyl acetate and washed with 1N aqueous hydrochloric acid. 5. The organic layer was dried with anhydrous sodium sulfate and subsequently concentrated under reduced pressure. 6. The residue was dissolved in methanol, an aqueous 1N hydrochloric acid solution was added and the aqueous solution was washed with ethyl acetate. 7. The aqueous solution was alkalized with solid potassium carbonate and the alkaline solution was cooled to 0 °C. 8. tert-Butyl dicarbonate (6.3 g, 29 mmol) was added to tetrahydrofuran (75 ml) at 0 °C. 9. The resulting mixture was stirred for 3 hours and then the organic material was extracted with ethyl acetate. 10. The organic layer was dried with anhydrous sodium sulfate and the solvent was removed under reduced pressure. 11. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 3/1 to 1/2) to afford tert-butyl 3-hydroxymethylpyrrolidine-1-carboxylate (2.96 g, 14.7 mmol, 53%) as a colorless oil.

References

[1] Patent: WO2011/19090, 2011, A1. Location in patent: Page/Page column 45-46

Global Suppliers ( 164)
Supplier Tel Email Country ProdList Advantage
ITIC MEDCHEM(SUZHOU) CO.,LTD. 0512-68323967 18015559028 sales@iticmedchem.com China 528 61
Chengdu Firster Pharmaceutical Co., Ltd. 19138996873 670603485@qq.com China 196 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
ChemFuture PharmaTech (Jiangsu) Ltd 5108538618 suger.wang@chemfuture.com China 832 65
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Pure Chemistry Scientific Inc. 001-857-928-2050 or 1-888-588-9418 sales@chemreagents.com United States 10174 62
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64

View Latest Price from (S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER pictures 2019-09-05 (S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
199174-24-8
$1.80-3.60 1KG 99% 88KG Career Henan Chemical Co

(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester Spectrum

tert-butyl (3S)-3-(hydroxyMethyl)pyrrolidine-1-carboxylate (3S)-3-(Hydroxymethyl)pyrrolidine, N-BOC protected tert-Butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate, (3S)-1-(tert-Butoxycarbonyl)-3-(hydroxymethyl)pyrrolidine (S)-1-Boc-3-pyrrolidinemethanol 1,1-dimethylethyl (3S)-3-(hydroxymethyl)-1-pyrrolidinecarboxylate N-Boc-L-beta-prolinol tert-butyl(S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate 3(S)-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (S)-N-BOC-PYRROLIDINE-3-METHANOL (S)-1-tert-Butoxycarbonylpyrrolidine-3-methanol (S)-1-Boc-3-hydroxymethylpyrrolidine (3S)-3-Hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (S)-3-PyrrolidineMethano(3-(S)-HydroxyMethylpyrrolidine, (S)-Pyrrolidin-3-ylMethanol) N-Boc-L-^b-prolinol, 97+% 1-Boc-3(S)-(HydroxyMethyl)Pyrrolidine (S)-1-Boc-3-(hydroxyMethy... 1-Pyrrolidinecarboxylic acid, 3-(hydroxyMethyl)-, 1,1-diMethylethyl ester, (3S)- (S)-3-HydroxyMethyl-pyrrolidine-1-carboxylic tert-Butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate, (3S)-1-(tert-Butox (S)-3-Hydroxymethyl-Pyrrolidine-1-Carboxylic Acid Tert-Butyl... 1-Pyrrolidinecarboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3S)- (9CI, ACI) 3-(hydroxymethyl)-1-Pyrrolidinecarboxylic acid 1,1-dimethylethyl ester (3S)- (9CI ACI) N-Boc-L-^b-Prolinol (S)-1-BO-C-3-hydroxymethylpyrolidine (S)-3-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 199174-24-8 pharmacetical